Located just 2 blocks from downtown Main Street Bozeman, 416 W. Olive Street offers a rare blend of early-1900s craftsmanship and thoughtfully updated modern living in the heart of Bozeman. This charming downtown residence showcases original character and timeless details, seamlessly paired with contemporary upgrades throughout both the main home and the lower-level apartment. The main residence features an updated kitchen with an open-concept layout connecting the kitchen, dining, and living areas-ideal for everyday living and entertaining. Classic architectural elements reflect the home's historic roots, while modern improvements provide comfort and functionality. Upstairs offers well-proportioned bedrooms, a full bath, and convenient laundry, while the flexible main-level bedroom works beautifully as an office or guest space. Adding exceptional value, the full basement includes a renovated one-bedroom apartment with a private entrance, kitchen, living area, and updated bath-perfect for guests, extended stays, or additional rental income. Set on a generously sized lot with alley access, the property includes a versatile storage building ideal for bikes, skis, outdoor gear, lawn equipment, and seasonal storage, with future potential for a garage addition. Enjoy unmatched access to downtown amenities including the Emerson Center for the Arts & Culture, parks, restaurants, trails, and local events. A true downtown Bozeman opportunity combining location, character, flexibility, and long-term value.